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Flights from Portland to Key West

Find flight deals from Portland to Key West for the next 3 months. Book one way flights from HK$2,470 or round trip flights from HK$2,974.

      • PDX 6:04 AM
        8h 9m
        1 stop
        EYW 5:13 PM
        Portland - Key West | Tue, Jan 6 | Delta Air Lines
        EYW 2:35 PM
        11h 4m
        1 stop
        PDX 10:39 PM
        Key West - Portland | Wed, Jan 14 | Delta Air Lines
        HK$2,974 HK$6,566
        55% OFF
        55% OFF
        HK$6,566 HK$2,974
      • PDX 11:05 PM
        10h 58m
        1 stop
        EYW 1:03 PM
        Portland - Key West | Tue, Jan 6 | United Airlines
        EYW 4:15 PM
        9h 17m
        1 stop
        PDX 10:32 PM
        Key West - Portland | Wed, Jan 14 | United Airlines
        HK$3,362 HK$6,566
        49% OFF
        49% OFF
        HK$6,566 HK$3,362
      • PDX 11:05 PM
        10h 58m
        1 stop
        EYW 1:03 PM
        Portland - Key West | Thu, Jan 22 | United Airlines
        EYW 4:15 PM
        9h 17m
        1 stop
        PDX 10:32 PM
        Key West - Portland | Tue, Jan 27 | United Airlines
        HK$3,793 HK$6,566
        42% OFF
        42% OFF
        HK$6,566 HK$3,793
      • PDX 11:28 PM
        11h 23m
        1 stop
        EYW 1:51 PM
        Portland - Key West | Sun, Dec 14 | United Airlines
        EYW 1:25 PM
        10h 23m
        1 stop
        PDX 8:48 PM
        Key West - Portland | Sat, Dec 20 | United Airlines
        HK$3,814
        42% OFF
        HK$6,566 HK$3,814
      • PDX 11:21 PM
        11h 30m
        1 stop
        EYW 1:51 PM
        Portland - Key West | Sat, Dec 13 | United Airlines
        EYW 4:05 PM
        9h 10m
        1 stop
        PDX 10:15 PM
        Key West - Portland | Wed, Dec 17 | United Airlines
        HK$4,459
        32% OFF
        HK$6,566 HK$4,459
      • PDX 6:10 AM
        8h 5m
        1 stop
        EYW 5:15 PM
        Portland - Key West | Sun, Dec 14 | Delta Air Lines
        EYW 11:47 AM
        10h 6m
        1 stop
        PDX 6:53 PM
        Key West - Portland | Sun, Dec 21 | Delta Air Lines
        HK$4,858
        26% OFF
        HK$6,566 HK$4,858
      • PDX 6:10 AM
        8h 5m
        1 stop
        EYW 5:15 PM
        Portland - Key West | Wed, Dec 10 | Delta Air Lines
        EYW 7:40 AM
        30h 4m
        1 stop
        PDX 10:44 AM
        Key West - Portland | Sun, Dec 14 | Delta Air Lines
        HK$4,960
        24% OFF
        HK$6,566 HK$4,960
      • PDX 11:19 PM
        11h 32m
        1 stop
        EYW 1:51 PM
        Portland - Key West | Tue, Dec 16 | United Airlines
        EYW 4:10 PM
        9h 30m
        1 stop
        PDX 10:40 PM
        Key West - Portland | Sat, Dec 20 | United Airlines
        HK$5,315
        19% OFF
        HK$6,566 HK$5,315
      • PDX 5:30 AM
        7h 56m
        1 stop
        EYW 4:26 PM
        Portland - Key West | Sun, Dec 14 | American Airlines
        EYW 2:52 PM
        11h 14m
        1 stop
        PDX 11:06 PM
        Key West - Portland | Sat, Dec 20 | American Airlines
        HK$5,478
        17% OFF
        HK$6,566 HK$5,478
      • PDX 11:21 PM
        9h 13m
        1 stop
        EYW 11:34 AM
        Portland - Key West | Sat, Dec 20 | American Airlines
        EYW 11:47 AM
        16h 12m
        1 stop
        PDX 12:59 AM
        Key West - Portland | Wed, Dec 24 | American Airlines
        HK$5,844
        11% OFF
        HK$6,566 HK$5,844
      • PDX 1:00 PM
        17h 25m
        1 stop
        EYW Invalid Date
        Portland - Key West | Fri, Dec 12 | Normal Airline
        EYW 3:00 PM
        6h
        Nonstop
        PDX 4:00 PM
        Key West - Portland | Sun, Dec 14 | Normal Airline
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Displayed flight fares from Portland to Key West are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flight Info | Portland to Key West

The distance between Portland and Key West is approximately 4,323.57 km. Based on Trip.com's data travel demand peaks in July. The off-season for travel is September.

Cheapest one-way flight priceHK$2,470
Cheapest round-trip ticket priceHK$2,974
Off-season for travelSeptember
Peak season for travelJuly
Flight distance4,323.57 km

When is the cheapest time to fly from Portland to Key West?

The cheapest time for Portland to Key West flights: Dec 21 to Dec 28 — one way flight prices from HK$1,374.

Cheapest flights
From price
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  • 714
  • 1421
  • 2128

  • Jan

    284
  • 411
  • 1118
  • 1825

  • Feb

    251
  • 18
  • 815
  • 1522

  • Mar

    221
Displayed fare trends are based on Trip.com's aggregated average of the lowest flight prices from Portland to Key West, calculated over the upcoming 10 weeks.

Frequently Asked Questions

  • What are the cheapest flights from Portland to Key West (PDX-EYW)?

    Based on Trip.com data, American Airlines offers one-way fares as low as HK$2,470 on Cheapest nonstop routes (e.g. PDX to EYW on Wed, Dec 31), while Delta Air Lines offers Cheapest nonstop round-trips from HK$2,974 departing on Tue, Jan 6 and returning on Wed, Jan 14.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Portland to Key West is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Portland to Key West, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Wed, Dec 31, with one-way flights priced at just HK$2,470.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is American Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Key West travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Portland to Key West is September, when demand for travel is lower.
  • After crunching the numbers on our December flight calendar, it's currently cheapest to fly from Portland to Key West on December 14, 2025 with United Airlines, with prices starting at HK$3,813.
  • The time difference between Key West and Portland is 3h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

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